If you already have an X, probably no compelling reason to upgrade. But if you're on an 8 or below and don't mind losing your home button, the 11 makes sense. If you have to have the latest, aren't triggered by clustered holes, and money is not an issue (qwerty), then you will get the 11 Pro.

My wife will probably get the 11, but like me, she prefers the home button.

The one thing I like about Watch 5 is the always on display... although I'm used to not having it on. So maybe I'll find a 4 on discount since that's when they started making the bigger one.